Tetrazine-Ph-acid

 CAS No.: 1380500-92-4  Cat No.: BP-501541  Purity: 98% 4.5  

Tetrazine-Ph-acid is a tetrazine-based PROTAC linker building block designed to enable rapid, bioorthogonal conjugation through tetrazine-mediated inverse electron-demand Diels–Alder chemistry. Structurally, it contains a tetrazine moiety connected to a phenyl-containing linker terminating in a carboxylic acid handle, providing both a reactive conjugation site and a functional group for subsequent coupling to targeting ligands or other PROTAC fragments. In PROTAC workflows, the tetrazine unit serves as a “click-ready” handle that can be paired with an appropriate strained alkene or similar dienophile-bearing component to form a stable conjugate under mild conditions, thereby bringing a target-binding moiety and an E3 ligase–recruiting element into proximity. This makes Tetrazine-Ph-acid valuable for modular PROTAC assembly, late-stage functionalization, and optimization of linker architecture to tune conjugation efficiency and degradation performance in targeted protein degradation research.

Tetrazine-Ph-acid

Structure of 1380500-92-4

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Category
PROTAC Linker
Molecular Formula
C₁₀H₈N₄O₂
Molecular Weight
216.20
Appearance
Pink to Red Solid

* For research and manufacturing use only. Not for human or clinical use.

SizePriceStockQuantity
100 mg $399 In stock

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Purity
98%
Appearance
Pink to Red Solid
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[4-(1,2,4,5-tetrazin-3-yl)phenyl]acetic acid
Synonyms
Tetrazine-Acid
Boiling Point
477.1±47.0 °C (Predicted)
Density
1.394±0.06 g/cm3 (Predicted)
InChI Key
SLJKKTFIAUAYGR-UHFFFAOYSA-N
InChI
InChI=1S/C10H8N4O2/c15-9(16)5-7-1-3-8(4-2-7)10-13-11-6-12-14-10/h1-4,6H,5H2,(H,15,16)
SMILES
C1=CC(=CC=C1CC(=O)O)C2=NN=CN=N2

This Tetrazine-Ph-acid linker is designed for modular PROTAC synthesis, enabling efficient conjugation of targeting ligands through bioorthogonal tetrazine chemistry. Its conjugation-friendly aromatic framework and acid functionality support robust linker handling and downstream assembly, facilitating the preparation of targeted protein degraders. The points below describe its structure and provide practical guidance on reactivity considerations relevant to PROTAC workflows.

Structure: The linker contains a tetrazine core conjugated to a phenyl group and an acid substituent, providing an electron-deficient heteroaromatic motif alongside an aromatic ring. It features heteroaromatic N–N and C–N bonding patterns, with an acidic functional group that can influence solubility and coupling compatibility.

Reactivity: Tetrazine-based linkers typically react via inverse-electron-demand Diels–Alder cycloaddition with strained dienophiles such as trans-cyclooctene derivatives under mild, aqueous-compatible conditions. For PROTAC assembly, select a complementary dienophile-bearing partner and optimize pH and buffer composition to preserve both partners’ stability. No special catalysts are generally required, but solvent polarity and steric accessibility should be considered to ensure fast, selective conjugation.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
g

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